
Family-friendly rentals near Siesta Beach
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals near Siesta Beach
Guests agree: these stays are highly rated for location, cleanliness and more.

Luxury 3B/3B waterfront home w/ pool + boat access
Escape to this luxurious 3BR/3BA Sarasota sanctuary! 5 minutes from Siesta Key, this Mid-Century Modern gem sits on a canal with direct Bay access (no bridges). Dive into the private pool & spa, lounge on the 1,000 sq ft porch, or relax inside on cozy furnishings. Includes a private dock, kayak/SUP/canoe, bikes, and a massive driveway for boat trailers. From the hanging bed swing to the gourmet kitchen, every detail is designed for your dream waterfront getaway. Your Florida paradise awaits!

Living The Dream: Heated Pool + Mini Golf +Swings
BNB Breeze Presents: Living The Dream A purpose-built luxury family vacation home designed by parents for unforgettable stays. Enjoy swing dining chairs, a glowing neon moss wall, backyard putt-putt, and a free heated saltwater pool (Nov 21–Apr 1st). 15 minutes to Siesta & Lido Key Beaches. ✔ Private heated saltwater pool ✔ Backyard mini golf & outdoor games ✔ Luxury covered lanai w/ high ceilings ✔ Super kid-friendly (toys, Pack ’n Plays) ✔ Jura Espresso Machine ✔ 65” Frame TV w/ YouTube TV

Bike to Beach Double King Suites, Pool & Mini Golf
Escape to the Salt & Sol House- a luxe coastal boho getaway just minutes from the white sands of world class Siesta Key Beach. This newly designed vacation rental offers everything for your perfect Florida escape. Enjoy indoor outdoor living, a heated pool, private putting green, bikes for exploring, hammocks in the shade, and twinkling string lights that create unforgettable evenings. Experience pure relaxation with resort-style amenities and luxury in paradise. BONUS: We are pet-friendly!

Beachwalk Townhouse with view of Gulf of Mexico
Townhouse with 1550 sq. ft. Private elevator, all new flooring, quartz countertops, sinks, faucets, shower. View of the Beach and Gulf of Mexico from Lanai and Master Bedroom. Only a few steps to Siesta Key Beach Heated Pool, garage, grill, all beach accessories. Relax on the lanai with a view of the beach/gulf or in the downstairs Florida room by the pool. Walking distance to the village of Siesta Key to the many restaurants and amenities. Have a relaxing stay on a wonderful island.

Comfy Siesta Key Condo
Ground floor 2 bedroom 2 bath condo in the heart of Siesta Key. Master suite with recently remodeled en suite bath. King bed in master. 2nd bedroom has a double bed and easy access to the full bath. Enjoy your morning coffee on the lanai before taking the easy walk Siesta Key private beach. Or just walk out the front door and spend the day at pool. Garage is stocked with beach and pool supplies like chairs, toys and a cooler. We have done some recent freshening up with new furniture.

On the Beach; Siesta Key SunBum Studio
Welcome back to paradise ! STEPS to your private beach without the tricks or gimmicks found elsewhere on the Siesta Key. This is the only studio in the Palm Bay Club tower on ground level with breathtaking views of the white sand and gulf waters. The Palm Bay Club offers 2 pools, hot tub, gym, boat docks, fishing pier, outdoor grills, tennis/pickle ball courts; not to mention FREE parking+ beach lounge chairs. If we are booked check out our additional units under our profile.

Modern 4BR Home *Heated Pool & Spa*
Discover elegance in this centrally located Sarasota gem, featuring four bedrooms and two bathrooms to accommodate up to eight guests. Enjoy a laid-back vibe while lounging at Sarasota's beaches or immersing yourself in local attractions. Siesta Beach and Lido Beach are within easy reach at 7.6 and 6.4 miles respectively. Rest easy knowing commitment to cleanliness aligns with your travel priorities. Your serene vacation awaits in this beautifully adorned home. VR24-00265

Palm Bay Club! Resort Living on Siesta Key!
Meticulously Renovated Oversized, 2 Bedroom 2 Bath, Beach to Bay unit! Walk to the Famous Siesta Key beach, voted #1 beach in the US, with the worlds softest sand! This complex spans from the magnificent Bay with yachts and boats to the private beach with free access to Chairs and loungers, Cabanas are available to rent. Nearby Siesta Key Village has great shopping and restaurants. Access to free transportation around the island is right outside your door.

Siesta Key | Heated Pool | Sauna | Family & Pets
☞ Sauna, Fire-pit, BBQ (gas) ☞ Giant Outdoor Chess♟️ ☞ King & 2 Queen Beds ☞ Ample Parking (RV, Boat, etc) ☞ Fast WiFi 🛜 ☞ 4 Smart TVs (largest 85 inches) ☞ Gourmet Kitchen Main side ☞ Kitchenette on Guest side ☞ 2 Onsite washer + dryers ☞ 2 Outdoor Showers 》30 mins to airport 》2 mins to Siesta Key Beach Bike to America’s #1 beach, morning coffee runs, sunset rides, live music, ice cream, shops or any of the amazing restaurants in Siesta Key village.

Stylish & Bright: Steps to Beach ~ Pool ~ Hot Tub!
Stay at a vibrant 2BR beachfront duplex in the heart of Siesta Key—just steps from the sand, dining and local attractions. This colorful retreat blends modern comfort with fun outdoor living, featuring a private cabana with hot tub and a shared pool. Perfect for couples, families and beach lovers. ☀ Shared pool ☀ Steps to the beach ☀ Pet-friendly ☀ BBQ area ☀ Private hot tub ☀ Pets allowed ☀ Wifi & Free parking Your perfect seaside escape awaits!

Luxury Canal-Front Home + Heated Pool Near Beach
This is a thoughtfully renovated canal-front residence near Siesta Beach. A private pool and screened patio offer a refined and tranquil retreat with direct canal views. Bright interiors and carefully curated details create an atmosphere of timeless, understated luxury. Just an 8-minute walk from the world-famous beach, yet surrounded by complete peace and privacy. This home is designed for guests who appreciate discreet luxury and elevated comfort.

Heated saltwater pool near Siesta and Downtown
Escape to our brand-new, modern Sarasota home, perfect for families! Enjoy a private heated saltwater pool just steps from the master suite. Located minutes from the world-famous Siesta Key Beach and vibrant downtown Sarasota. This stylish oasis comfortably accommodates up to 10 guests, offering the ultimate Florida retreat with all-new furnishings and a fully equipped kitchen. Your private getaway awaits!
Popular amenities for family-friendly rentals near Siesta Beach
Family-friendly home rentals with a hot tub

Sunny Paradise w/Pool&HotTub 5 min to Siesta Key!

Sarasota's Luxury Oasis

The Bahia. Wellness House heated pool, spa, sauna

Backyard Oasis, Htd Pool/Hot Tub, Beaches, No Fees

The Blessing House- Htd Pool/Spa, Close to Beaches

Cozy Boho Bungalow Pool/Spa QR Code Walkthrough

Siesta Key House, Pool & Hot Tub, 1 mile to beach

Quaint Cottage,150 steps away from Crescent Beach!
Family- and pet-friendly home rentals

Gulf Front! Sunset Deck! + Walk to Bridge St Pier!

The Sand Castle - Backyard Oasis Mins from Siesta!

Sea Escape - Located in Siesta Key Village!

Summer House longboat key

Oasis by Siesta Key Beach and Downtown SRQ w/pool

New Rental | 3/2 Heated Pool Near Bobby Jones Golf

Mid-Century Modern, Pool, Mins to Siesta Key Beach

Siesta Key, FL - Casa Berano
Family-friendly home rentals with a pool

2BR Penthouse - Stunning Beach Views on Siesta Key

Your private retreat near Siesta Key Beach.

Private Pool +Game Room Near Siesta Key | Sleeps 9

Stunning New 3 bed 3 bath pool home by Siesta Key!

Topsail Cottage | SK Home w/ Rooftop Views of Gulf

Siesta Key Paradise - Steps to Beach & Village

True Island Living House/beach/water views

Private Heated Pool Retreat for Two Families
Family-friendly home rentals with Wi-Fi

Luxury Beachfront Property

South Bay Beach House:Bay Front Luxury Beach Villa

Shore Side Suites

FlipFlopsOn III • ½ Mile Siesta Key • Walk to Bay

Heated pool & Infrared Sauna, 2 min to beach

Pool & Sand Volleyball | 3 Kings | Near AMI & IMG

"Siesta on Lee" - NEW SRQ Home w/ Heated Pool!

Luxury Pool Home by Siesta/Lido
Quick stats about family-friendly rentals near Siesta Beach

Total holiday rentals
Explore 1,670 holiday rentals in Siesta Beach

Nightly prices starting at
Siesta Beach holiday rentals start at $103 NZD per night before taxes and fees

Verified guest reviews
Over 21,240 verified reviews to help you choose

Pet-friendly accommodation
Find 170 rentals that welcome pets

Holiday rentals with a pool
1,430 properties feature pools

Rentals with dedicated workspaces
740 properties have a dedicated workspace

Wi-Fi availability
1,630 of Siesta Beach holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Siesta Beach rentals

4.8 Average rating
Siesta Beach stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Rentals with pools Siesta Beach
- Condo rentals Siesta Beach
- Rentals with an EV charger Siesta Beach
- Rentals with a hot tub Siesta Beach
- House rentals Siesta Beach
- Townhouse rentals Siesta Beach
- Rentals with outdoor seating Siesta Beach
- Waterfront rentals Siesta Beach
- Pet-friendly rentals Siesta Beach
- Rentals with a fire pit Siesta Beach
- Fitness-friendly rentals Siesta Beach
- Cottage rentals Siesta Beach
- Rentals with a patio Siesta Beach
- Rentals with lake access Siesta Beach
- Apartment rentals Siesta Beach
- Rentals with beach access Siesta Beach
- Rentals with a fireplace Siesta Beach
- Rentals with a kayak Siesta Beach
- Rentals with a washing machine and dryer Siesta Beach
- Beach house rentals Siesta Beach
- Rentals with breakfast Siesta Beach
- Luxury rentals Siesta Beach
- Rentals with a sauna Siesta Beach
- Villa rentals Siesta Beach
- Beachfront rentals Siesta Beach
- Family-friendly rentals Sarasota County
- Family-friendly rentals Florida
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